has 4-methyl-5-(3,4-methylenedioxyphenyl)-2-amino-oxazoline, ever been prepared and/or bioassayed?Sandmeyer - 21-8-2005 at 12:17
No
On 4-MAR analogues
Kinetic - 21-8-2005 at 13:45
It 'almost' has. See the original paper on the synthesis of aminorex analogues: Journal of Medicinal Chemistry, 6,
266-272 (1967). The 3,4-methylenedioxyaminorex analogue is included in the table on page 267 as compound XXXIII, but the signs are not promising.
Taken from page 269:
Quote:
Substitutions on the benzene ring of I had a profound effect on activity. Alkoxy substituents (XXIX - XXXIV) reduced anorectic activity to a very
low level as did a p-isopropyl and p-carbomethoxy group XXVIII, XXXV).
There was some discussion on its
4-methyl homologue at the Hive. The general consensus was that it was unlikely to be active.roamingnome - 11-9-2007 at 18:19
i just needed to point out that the reference
Journal of Medicinal Chemistry, 6, 266-272 (1967)
is probably Journal of Medicinal Chemistry, 6, 266-272 (1963)
http://pubs3.acs.org/acs/journals/doilookup?in_doi=10.1021/j...
2-amino-5-Aryl-2-oxazolines. Potent New Anorectic Agents
George I. Poos, John R. Carson, Janet D. Rosenau, Adolph P. Roszkowski, Nancy M. Kelley, and Janet McGowin
J. Med. Chem.; 1963; 6(3) pp 266 - 272;
first, if the full text is available it would be paramount reading
how many ring substituted analogs are eluded to in this paper?
the ability to characterize for the posterity of journals/abstracts all the "essential" oxazolines may soon be illuminated
Reference Information
solo - 11-9-2007 at 18:52
2-amino-5-Aryl-2-oxazolines. Potent New Anorectic Agents George I. Poos, John R. Carson, Janet D. Rosenau, Adolph P. Roszkowski, Nancy M. Kelley, Janet McGowin J. Med. Chem. 1963; 6(3); 266-272.
Abstract
A series of of 2-amino-5-aryl-oxazolines was found to have potent appetite suppressant activity. Methods of synthesis, chemical behavior, and
structural -activity relationships for these compounds are described.
